3-(2H-1,3-benzodioxol-5-yl)propanoic acid

• ChemBase编号: 52498
• 分子式: C10H10O4
• 平均质量: 194.184
• 单一同位素质量: 194.0579088
• SMILES: C(=O)(CCc1cc2c(cc1)OCO2)O
• Canonical SMILES: OC(=O)CCc1ccc2c(c1)OCO2
• InChI: InChI=1S/C10H10O4/c11-10(12)4-2-7-1-3-8-9(5-7)14-6-13-8/h1,3,5H,2,4,6H2,(H,11,12)
• InChIKey: UIYJGLLTSVRSBM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2H-1,3-benzodioxol-5-yl)propanoic acid
• IUPAC传统名: 3-(2H-1,3-benzodioxol-5-yl)propanoic acid
• 别名: 1,3-苯并二噁茂-5-丙酸; 3,4-亚甲基二氧基二氢肉桂酸; 3-(亚甲基二氧基)氢化肉桂酸; 3-(3,4-亚甲二氧基苯基)丙酸; 3,4-(Methylenedioxy)-hydrocinnamic Acid; 1,3-Benzodioxole-5-propionic Acid; 3-(3,4-Methylenedioxyphenyl)propionic Acid; 3-(Benzo[d][1,3]dioxol-5-yl)propanoic Acid; 3-(Benzodioxol-5-yl)propionic Acid; 3-[Benzo[1,3]dioxol-5-yl]propionic Acid; NSC 55524; 1,3-Benzodioxole-5-propanoic Acid; 1,3-Benzodioxole-5-propanoic acid; 3,4-(methylenedioxy)hydrocinnamic acid; 3,4-Methylenedioxydihydrocinnamic acid; 3-(3,4-Methylenedioxyphenyl)propionic acid; 3-(1,3-benzodioxol-5-yl)propanoic acid; 3-(3,4-Methylenedioxyphenyl)propionic acid; 3-(1,3-Benzodioxyl-5-yl)propionic acid

登记号

• CAS号: 2815-95-4
• EC号: 220-565-9
• MDL号: MFCD00016909
• Beilstein号: 181735
• PubChem SID: 24884299; 162057261
• PubChem CID: 64810

理论计算性质

• Acid pKa: 3.7346468
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): -0.086536005
• LogD (pH = 7.4): -1.6123849
• Log P: 1.6787963
• 摩尔折射率: 47.7335 cm^3
• 极化性: 18.882221 Å^3
• 极化表面积: 55.76 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: Grey Solid
• 熔点: 83-87 °C; 86 - 88°C; 86-88°C; 87-88°C
• 疏水性(logP): 1.468

安全信息

• 保存注意事项: IRRITANT
• RTECS编号: MW5600000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 德国WGK号: 2
• 危险公开号: 22-36/37/38; 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335; H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95%; 97%; 98%; 99%
• 线性分子式: C10H10O4

详细说明

Sigma Aldrich - 657565

包装
1, 5 g in glass bottle

Toronto Research Chemicals - B203505

Substituted cinnamic and dihydrocinnamic acids show anti-inflammatory and analgesic activity, with cinnamic acids being more biologically active.

参考文献

• Runwal, L. et al.: Eastern Pharmacist 38, 141 (1995)
• Conversion to the dianion and iodination gives the ɑ-iodo-derivative, a precursor of a wide range of lignans, in good yield: Synth. Commun., 18, 699 (1988).